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I used to dress up as a girl since I was 6, with my mom's clothes. I used to stick her tampons up my ass, then, too!Quote:
Originally Posted by Shelby57
Once I hit puberty, I was masturbating with something up my ass, or in my mouth, pretty much all the time.
I was maybe 32 and had a gf who had a voracious appetite for sex. This was back in the day of the first mini super 8 cams, and we’d film ourselves in every position imaginable - she introduced me to 69 rimming, she in me and me in her. I traveled a lot for work and she fake complained that if I was going t be gone so much she’d need either a dildo or another cock while I was away. I returned with a nice, basic battery operated vibrator, which we then used on each other. It wasn’t long before she slipped it onto my asshole as she sucked my cock. It would be another 20 years before I had a guy suck my cock while he teased my ass.
Still waiting to feel the the real Thing!
When I was about 12 or 13 I had a baseball bat pen which I would insert in my ass while I masturbated. A few years later I discovered metal cigar tubes. I have also used a carrot and a banana. Lately I have been fucking myself with a stick of pepperoni.
It would have to be my early teens. Objects would range from toy rockets, markers and hot dogs. Today I have a great big blue dildo feels amazing
Around 11 or 12 I began sticking my middle finger up my ass when I jerked off. I'd suck on it to get it wet then stick it in. Sometimes I'd pull it out, smell it, suck it and stick it back in (still do from time to time). As an adult, I've used anal beads, a butt plug, screwdriver handle, neck of a beer bottle, carrots, and a dildo (too big, makes me bleed). One guy tried to fuck me but I was too tight (nervous, not ready for it) so he gave up and we went back to blowing each other.
I was 4 or 5 when my cousin a neighbor girl and I played games in the barn... we never fucked but we all sucked and I had all our fingers in me as did he and she.
I was late to this game. I was in my late 30’s and started experimenting with playing with my ass. I had an electric toothbrush that had a large handle and vibrated a lot when it was on. I put some lube on it and put it in my ass and then jerked off with it deep in my asshole. I’ve been working my way up to trying a cock ever since. Haven’t done it yet.
I found I enjoyed it quite young but the want to keep stretching it bigger or to see how big an object I could make fit consumed me. Once I found a dildo I couldn’t take I would obsess until my man pussy would take it... depth has never really been what got me. And unfortunately I don’t have my big dick secret hookup... so now use a dildo when I can hide
I was 22 and it was a shemale .......she put the tip her cock in my ass and I got up and ran to the bathroom because I felt I had to go
that is as far as I got
My Mother used to give me enemas. All she wrote. I stopped squirming after awhile. Felt so much better afterwards.
13 for me